Title: Adventure Vacations in Southwest Florida 2026 | Expedia.ca

![](https://images.trvl-media.com/place/7194/a3c90d47-6771-4b13-8eb7-606c4258b08d.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Southwest Florida Adventure Vacations

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## Flight and Adventure hotel deals in Southwest Florida

Price found within the past 48 hours. Click for updated prices.

![Pink Shell Beach Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/15700/15603/5f038ed2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pink Shell Beach Resort and Marina

CA $1,545

per person

Apr 23 - Apr 28

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

9.4/10 Exceptional! (1,159 reviews)

Clean room, great staff, great location. We will be back for sure!

Reviewed on Feb 18, 2026

![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Marco Island Beach Resort and Spa

South End

CA $2,299

per person

Apr 26 - May 1

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Fort Myers (RSW)

8.8/10 Excellent! (1,645 reviews)

Great place. Everything was perfect.

Reviewed on Feb 20, 2026

![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sundial Beach Resort & Spa

Mid Island

CA $1,722

per person

Apr 24 - Apr 29

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

8.6/10 Excellent! (2,581 reviews)

Very clean room, staff was very nice. All of the pools were clean and everything was very nice and well taken care of.

Reviewed on Jan 30, 2026

![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Naples Beach Club, A Four Seasons Resort

Coquina Sands

CA $4,465

per person

Apr 24 - Apr 29

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

6/10 (2 reviews)

![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Naples Grande Beach Resort

Pelican Bay

CA $2,634

per person

Mar 22 - Mar 26

found 4 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Fort Myers (RSW)

9/10 Wonderful! (1,914 reviews)

Amenities, warm pool, great service to and from the beach. Rooms need some replacements but overall we loved what was offered.

Reviewed on Feb 20, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-20/2026-03-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Adventure holidays in Southwest Florida

Price found within the past 48 hours. Click for updated prices.

![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sundial Beach Resort & Spa

Mid Island

CA $1,722

per person

Apr 24 - Apr 29

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

8.6/10 Excellent! (2,581 reviews)

Very clean room, staff was very nice. All of the pools were clean and everything was very nice and well taken care of.

Reviewed on Jan 30, 2026

![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Naples Beach Club, A Four Seasons Resort

Coquina Sands

CA $4,465

per person

Apr 24 - Apr 29

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

6/10 (2 reviews)

![The Ritz-Carlton, Naples](https://images.trvl-media.com/lodging/1000000/20000/10500/10494/88b021de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Ritz-Carlton, Naples

Pelican Bay

CA $5,231

per person

Mar 23 - Mar 27

found 1 day ago

Roundtrip non-stop flight included

Bangor (BGR) to Fort Myers (RSW)

9.2/10 Wonderful! (451 reviews)

Loved everything about this hotel, the people, the room, the amenities, all of it was top notch. No complaints whatsoever.

Reviewed on Jan 23, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-20/2026-03-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Adventure holidays in Southwest Florida

Price found within the past 48 hours. Click for updated prices.

![The Westin Cape Coral Resort At Marina Village](https://images.trvl-media.com/lodging/3000000/2730000/2721900/2721880/d961205e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Cape Coral Resort At Marina Village

Pelican

CA $786

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9/10 Wonderful! (1,003 reviews)

The room was clean and cheery and the staff including Omar was very helpful.

Reviewed on Feb 17, 2026

![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Marco Island Beach Resort and Spa

South End

CA $1,160

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

8.8/10 Excellent! (1,645 reviews)

Great place. Everything was perfect.

Reviewed on Feb 20, 2026

![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Naples Grande Beach Resort

Pelican Bay

CA $1,929

per person

Mar 23 - Mar 26

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9/10 Wonderful! (1,914 reviews)

Amenities, warm pool, great service to and from the beach. Rooms need some replacements but overall we loved what was offered.

Reviewed on Feb 20, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-20/2026-03-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Adventure holidays in Southwest Florida

Price found within the past 48 hours. Click for updated prices.

![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Marco Island Beach Resort and Spa

South End

CA $1,871

per person

May 11 - May 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

8.8/10 Excellent! (1,645 reviews)

Great place. Everything was perfect.

Reviewed on Feb 20, 2026

![South Seas Resort](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/aa4dca69_edited_4cce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### South Seas Resort

CA $2,489

per person

Mar 23 - Mar 27

found 1 day ago

Roundtrip non-stop flight included

Bangor (BGR) to Fort Myers (RSW)

8.4/10 Very Good! (1,001 reviews)

Room was great, staff friendly and amenities were fantastic!

Reviewed on Feb 15, 2026

![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Naples Grande Beach Resort

Pelican Bay

CA $2,634

per person

Mar 22 - Mar 26

found 4 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Fort Myers (RSW)

9/10 Wonderful! (1,914 reviews)

Amenities, warm pool, great service to and from the beach. Rooms need some replacements but overall we loved what was offered.

Reviewed on Feb 20, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-20/2026-03-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Adventure Hotels in Southwest Florida

![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sundial Beach Resort & Spa

1451 Middle Gulf Drive Sanibel FL

- 6 min drive from Key West Express

Book a stay at this luxury condo in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. Popular ...

8.6/10 Excellent! (2,596 reviews)

Very clean room, staff was very nice. All of the pools were clean and everything was very nice and well taken care of.

Reviewed on Jan 30, 2026

[](https://expedia.ca/Sanibel-Hotels-Sundial-Beach-Resort-Spa.h1939.Hotel-Information)

![Pink Shell Beach Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/15700/15603/5f038ed2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Pink Shell Beach Resort and Marina

275 Estero Blvd Fort Myers Beach FL

- 7 min walk from Key West Express

Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...

9.4/10 Exceptional! (1,266 reviews)

Staff is awesome!

Reviewed on Feb 14, 2026

[](https://expedia.ca/Fort-Myers-Hotels-Pink-Shell-Beach-Resort-And-Marina.h15603.Hotel-Information)

![Tween Waters Island Resort & Spa](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/a5c54d2c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

- 12 min drive from Key West Express

Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Captiva Beach and Captiva Chapel ...

8.6/10 Excellent! (1,000 reviews)

Wonderful family resort, pools, activities, restaurants on site, friendly staff and across the street a beautiful beach. Relaxed vibe Room dated but clean Lovely Landscaping Well loved property

Reviewed on Feb 19, 2026

[](https://expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information)

[See all 46,626 properties in Southwest Florida](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6233839)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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## More Vacations Ideas

[Flights to Southwest Florida

](https://expedia.ca/Cheap-Flights-To-Southwest-Florida.d6233839.Travel-Guide-Flights)[

Southwest Florida Hotels

](https://expedia.ca/Southwest-Florida-Hotels.d6233839.Travel-Guide-Hotels)[

Southwest Florida Vacation Rentals

](https://expedia.ca/Southwest-Florida-Vacation-Rentals.d6233839.Travel-Guide-VacationRentals)[

Southwest Florida Car Rentals

](https://expedia.ca/Car-Rentals-In-Southwest-Florida.d6233839.Car-Rental-Guide)[

Southwest Florida Vacations

](https://expedia.ca/Southwest-Florida.d6233839.Destination-Travel-Guides)[

Things to do in Southwest Florida

](https://expedia.ca/Things-To-Do-In-Southwest-Florida.d6233839.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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